ChemFOnt: Showing chemical card for 1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid (CFc000159960)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:48:14 UTC

Chemfont ID

CFc000159960

Molecule Identification

Common Name

1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid

Definition

1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Based on a literature review very few articles have been published on 1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,7-Dihydroxy-7-(hydroxymethyl)-1H,4ah,7H,7ah-cyclopenta[c]pyran-4-carboxylate	Generator

Chemical Formula

C₁₀H₁₂O₆

Average Molecular Weight

228.2

Monoisotopic Molecular Weight

228.063388106

IUPAC Name

1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid

Traditional Name

1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7aH-cyclopenta[c]pyran-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1(O)C=CC2C1C(O)OC=C2C(O)=O

InChI Identifier

InChI=1S/C10H12O6/c11-4-10(15)2-1-5-6(8(12)13)3-16-9(14)7(5)10/h1-3,5,7,9,11,14-15H,4H2,(H,12,13)

InChI Key

DYRCZWSLIIULSB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Iridoid-skeleton
Bicyclic monoterpenoid
Tertiary alcohol
Vinylogous ester
1,2-diol
Hemiacetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Primary alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	95.1 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.5	ChemAxon
logS	-0.38	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.6 m³·mol⁻¹	ChemAxon
Polarizability	20.79 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0179552

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid (CFc000159960)

MOL for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D MOL for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D SDF for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D-SDF for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

PDB for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D PDB for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

SMILES for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

INCHI for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

Structure for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D Structure for CFc000159960 (1,7-dihydroxy-7-(hydroxymethyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)